Vacation rentals with a kayak in Harpswell

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Popular amenities for Harpswell kayak rentals

House rentals with a kayak

Guest favorite
A serene view of the lakefront home surrounded by lush trees and greenery. The image captures a sandy beach area, a dock with a small paddle boat, and various water equipment nearby. The structure features multiple windows, allowing for natural light to fill the space.
Home in Gray
4.97 out of 5 average rating, 33 reviews

Little Sebago Lakefront Getaway

DanielRating, 5 stars8 months ago
Violeta and her space were amazing. The house was exactly as advertised and we felt right at home for our long weekend. We are looking forward to making this a yearly visit!
Superhost
The image showcases a serene lake view framed by colorful autumn trees, their leaves in shades of red and yellow. A sandy area is visible with a fire pit and several chairs arranged nearby, along with a glimpse of canoes at the water's edge.
Home in Greenwood
4.96 out of 5 average rating, 111 reviews

Lakefront summer getaway cabin for 6

LezlieRating, 5 stars1 week ago
We had a great week at the cabin! The view is amazing and it was so relaxing. Courtney was very responsive and attentive. Highly recommend for a cozy getaway in a beautiful setting.
Superhost
An aerial view of a spacious oceanfront home surrounded by lush greenery. A tranquil pond reflects the surrounding trees, while a patio area with outdoor seating can be seen. The landscape is expansive, inviting exploration and relaxation.
Home in Harpswell
5 out of 5 average rating, 36 reviews

Oceanfront Luxury Estate in Mid-Coast Maine

SharonRating, 5 stars9 months ago
This was such a wonderful property for my family -- beautiful and peaceful with lovely views. We loved spending our days out in the spacious yard, playing lawn games, sitting around the fire pit, and fishing, and eating all our meals out on the patio. Everyone left feeling very relaxed and happy. Thank you Pam and David for sharing your home!
Guest favorite
The farmhouse is viewed from above during sunset, with warm light spilling from the windows. Surrounding trees display autumn foliage in rich hues. A winding road leads toward the property, which is set against a backdrop of fields and woods.
Home in Friendship
4.93 out of 5 average rating, 54 reviews

Family Escape w/ Kayaks, Fire Pit, & Water Access

DeliaRating, 5 stars1 month ago
What a whimsical town! In the middle of nowhere So peaceful Yet, Wallace's General Store, right up the road Maybe a mile Amazing food and Sandwiches and just about everything under sun to Need So, just down the road is this Amazing Place! Three Sisters Farm Heaven Awaits Must check out
Guest favorite
Home in Harpswell
4.94 out of 5 average rating, 54 reviews

Maine Ocean Waterfront - Family, Rustic Getaway!

AndrewRating, 5 stars4 days ago
Chip was an amazingly gracious and friendly house, with a house to be a great place for a true Maine Vacation! With amazing views and tons of great recommendations and information from Chip, it made our trip top notch. With plenty of yard space, amazing views over Casco Bay and sunsets that you could only dream of, this place really highlights why Maine is my little slice of heaven. Chip’s very detailed instructions made our stay amazing and helped us out immensely! With no shortage of sites or things to do, this is a great place for your next vacation!
Guest favorite
An octagonal house is nestled among trees, with a green metal roof and wooden siding. A wide deck leads to the entrance, overlooking a calm body of water. Lush greenery surrounds the property, creating a serene natural setting.
Home in St. George
4.91 out of 5 average rating, 34 reviews

Unique Octagonal House with Private Beach!

SamRating, 5 stars1 month ago
Simply magical! Cozy and fun space. We enjoyed watching eagles and ospreys fish, seals pop their heads up, and even an adorable family of foxes from the comfort of the living room! Kitchen had all necessities for cooking most meals at home. A nice trail for walking down the road and an awesome beach where the kids threw stones and searched for seaglass each afternoon. We were all sad to leave!
Guest favorite
A large blue house with multiple sections is pictured beside a clear lake. A private dock extends into the water, and outdoor seating in the form of two chairs is visible on the lawn, surrounded by lush trees.
Home in Augusta
4.95 out of 5 average rating, 155 reviews

Lakefront: Private Hot Tub, Sauna & Free Massages!

ArghyaRating, 5 stars2 weeks ago
We stayed at this lovely lakefront home for the Memorial Day weekend, and it was lovely. The kitchen was well equipped and the home was well appointed and very comfortable. We would love to come back here again
Guest favorite
A wooden deck leads to a scenic lakeside view, framed by tall trees. The calm water reflects the landscape, contributing to a serene atmosphere. The exterior of the cabin is visible, with light-colored siding that complements the natural surroundings.
Home in Greene
4.88 out of 5 average rating, 78 reviews

Beautiful Maine Lakeside Cottage

GeorgeRating, 5 stars1 week ago
Very clean and Host was very responsive, the setting matched the description 100%. Peceful sleeping with the water hitting the beach and the call of the Loon heard throughout the night. Can’t wait to return another day!!

Cottage rentals with a kayak

Top guest favorite
The exterior of the lakeside cottage is showcased against a clear blue sky, surrounded by lush greenery and tall trees. A spacious lawn leads to the water's edge, with the shimmering lake visible in the background.
Cottage in Belgrade
5 out of 5 average rating, 105 reviews

Lakefront Home, Sandy Beach, Belgrade Lakes, Colby

ShonaRating, 5 stars1 month ago
Hillary's home was so cozy, beautiful, and just overall a wonderful place to visit. Beds super comfortable. Kitchen had everything you need and more. The view of the lake was so beautiful. I could go on and on.... Hillary is so easy to get along with. Answers all questions and gives great advice of the area and things to do and see. Overall Fantastic! Christ's local convience store has everything!! Our stay was terrific.
Top guest favorite
Cottage in Windham
5 out of 5 average rating, 79 reviews

Romantic waterfront cottage for two in Maine

MackRating, 5 stars3 weeks ago
We stayed at the cottage for a little celebratory getaway. Although the weather only partially complied, we were amazed by the beautiful views that surrounded the cottage. We spent some time exploring the area and there are some spectacular little gems hidden throughout and around Windham. Maryellen and Bryan were so sweet and made sure to make this stay feel a little closer to home. Definitely a “don’t miss” property!
Guest favorite
The image captures a serene lakeside view, showcasing the calm water reflecting the vibrant blue sky. Tall trees provide a natural backdrop to a white house set back from the shore, with a wooden deck visible among the greenery.
Cottage in Windham
4.82 out of 5 average rating, 141 reviews

Cozy camp near highland lake

BenRating, 5 stars5 days ago
Lori was a wonderful host for our trip up to Maine. My girlfriend and I enjoyed doing yoga in the entrance room when it rained and a nice sunrise kayak trip out on the lake across the street. My in-laws stayed with us too and we all had great laughs together and enjoyed good food all weekend long.
Top guest favorite
The exterior of a cozy cottage is showcased, featuring a light grey façade and white trim. A welcoming porch with steps leads to the front door, surrounded by a lush green lawn and neighboring trees in the background under a clear blue sky.
Cottage in Litchfield
4.98 out of 5 average rating, 48 reviews

Cozy Lake Cottage on Woodbury Pond

JeffreyRating, 5 stars6 days ago
We loved it, we have stayed here in the past. We love the new kitchen island, plus the basket of snacks was very nice.
Top guest favorite
A cozy cabin is nestled among towering trees, surrounded by a natural landscape. A gravel path leads to the entrance, where wooden steps are visible. The warm exterior contrasts gently with the cool tones of the forest.
Cottage in St. George
4.96 out of 5 average rating, 231 reviews

Hidden Haven A Rustic Retreat In St. George, Maine

JoelRating, 5 stars2 weeks ago
Really enjoyed our stay at the cottage. Everything was clean and cozy. Great time going through the DVDs, board games, and close access to Rockland town. This was an amazing stay and one for the scrap books!
Superhost
A sunlit sunroom features a mix of comfortable seating, including a sectional sofa and two chairs, arranged around a wooden coffee table. Large windows allow natural light to fill the space, providing views of the surrounding greenery and seasonal foliage.
Cottage in Lyman
4.82 out of 5 average rating, 102 reviews

RK North : All season Waterfront cottage with dock

EricRating, 5 stars1 week ago
A Perfect Waterfront Escape – 5 Stars My wife and I had an unforgettable stay at RK North Waterfront Cottage. From the moment we arrived, we were welcomed by breathtaking views, fresh coastal air, and a sense of peaceful seclusion that made this trip truly special. The cottage itself was spotless, beautifully maintained, and tastefully decorated with cozy touches that made it feel like a true home away from home. We especially loved the spacious deck overlooking the water — perfect for morning coffee or evening wine while watching the sunset. The hosts were thoughtful and responsive, ensuring we had everything we needed without ever being intrusive. Whether it was relaxing by the fire pit, walking along the shore, or just enjoying the tranquility of the surroundings, every moment felt effortless and restorative. If you’re looking for a quiet getaway with charm, comfort, and stunning waterfront views, this is the place. We’re already planning our next visit. — Eric & Juliet DiNoto
Guest favorite
A solitary kayak floats gently on calm waters, reflecting the surrounding lush green forest. The bright red kayak with black detailing contrasts against the serene blue surface of the lake, inviting exploration of the tranquil natural environment.
Cottage in Fayette
4.97 out of 5 average rating, 101 reviews

Classic Lakefront Maine Cabin

CarolRating, 5 stars8 months ago
What a beautiful location! David is a great host. He made sure we had good directions, tips for the area, and was quick to answer any questions. The lakeside cabin has absolutely everything you need to have a peaceful, relaxing vacation. The view of the lake is spectacular. The cabin is very clean, has a well stocked kitchen, comfortable beds and Echo lake is a gorgeous pristine lake. Every morning, we enjoyed our coffee on the dock. We swam, kayaked, canoed and even tried out the paddle boards that came with the house. We would love to come back! Thanks!
Guest favorite
A bright living area features large windows that overlook serene marsh views. A comfortable blue sofa is situated beside a wooden coffee table, while patterned armchairs provide additional seating. A fireplace is positioned below a wall-mounted TV, and natural light enters through a skylight.
Cottage in Kennebunkport
4.98 out of 5 average rating, 109 reviews

Charming Designer Cottage on Marsh

RobinRating, 5 stars6 months ago
Tiny but beautiful cottage with walls of windows in the living room and bedroom overlooking the salt marsh. It was like staying on a boat! Great kitchen, comfortable bed and cozy fireplace. Beautiful in the winter.

Cabin rentals with a kayak

Top guest favorite
A welcoming space features two wicker chairs positioned beside a rustic table. A potted plant adds a touch of greenery, while framed artwork hangs above the large windows, providing a glimpse of the outdoors. Soft lighting enhances the cozy atmosphere.
Cabin in Windham
4.92 out of 5 average rating, 205 reviews

Private Hilltop Cabin, Lakes and Trails Abound..

PeterRating, 5 stars8 months ago
We had the absolute best time at MJ’s place, highly recommend !! The house is spatious yet very cozy and quiet, with a nice back porch to sit and enjoy the surrounding woods! Home is also very close to town and to Poryland/coastline, and the cleanest lake to swim in that we’ve ever been to! MJ was very helpful and quick to respond. Stay here! We hope to return sometime soon!!
Top guest favorite
Cabin in Hope
4.97 out of 5 average rating, 102 reviews

Hobb’s House - Year Round Log Cabin on the Water

MelissaRating, 5 stars1 month ago
Connor was an AMAZING host! From the very beginning, he was always very responsive, and was consistently available to answer my questions promptly. His cabin on the lake was so cozy, it truly felt like our home away from home. It was beautifully decorated, peaceful, serene, well-stocked with anything that one could need. His recommendations were extensive and were very much appreciated. We were celebrating our 30th wedding anniversary and really loved being able to stay there with friends for a few days before departing for another excursion. It gave us time to celebrate and make some great memories with them - something that we will always treasure! The worst thing about this cabin? - Having to leave it in the rearview mirror! Connor, thanks so much for sharing your beautiful cabin with us. You can count on us to be back in the future! Thank you!
Top guest favorite
The dining area features a round table surrounded by wooden chairs, illuminated by a hanging light fixture. A small television is mounted on the wall, providing entertainment. A black wood stove and a white refrigerator are positioned nearby. Light wooden walls create a cozy atmosphere.
Cabin in Oxford
4.94 out of 5 average rating, 133 reviews

Thompson Lake, No Cleaning Fee Pine Point Cottage,

BridgetRating, 5 stars1 month ago
wonderful birthday weekend stay. very clean, quiet and peaceful! we had everything we needed to stay busy in the rain! very responsive host
Guest favorite
Cabin in Waterford
4.94 out of 5 average rating, 159 reviews

Lakeside Cabin Nestled in the Pines

LindseyRating, 5 stars7 months ago
Beautiful place. Lovely decorated. I would say that it is probably a little expensive for staying there in the winter/ fall time. Only one of us could sit on the couch at a time due to its location by the tv. The shower is really small and there is no room for toiletries in the bathroom at all. There is a rack but I had to keep all my bathroom stuff in bags the entire time because it is just lacking in space. I would think The price is worth it if you’re staying there in the summer and get to use the lake.
Guest favorite
An aerial view captures the serene surroundings near Crystal Lake, showcasing a tree-lined road bordering the water. A private dock is visible, along with lush green foliage emphasizing the natural beauty of the area.
Cabin in Harrison
4.99 out of 5 average rating, 127 reviews

Get away at Crystal Lake

Natalia Wilkin Rating, 5 stars1 month ago
Wonderful Stay in a Great Location! Zak and Emily’s house was exactly as described. It has a fully equipped kitchen, a grill, and a fire pit outside, making it perfect for relaxing evenings. The house is stocked with towels and other essentials, so we had everything we needed. There’s also a ping pong table, which was a lot of fun, and a great collection of movies for entertainment. Check-in was super easy, and the house is conveniently located across from Crystal Lake, offering a peaceful and scenic setting. Communication with Zak and Emily was excellent—they responded quickly and were very accommodating. Overall, it was a fantastic experience, and I would highly recommend staying here for a peaceful getaway. Thanks again, Zak and Emily!
Guest favorite
A contemporary cabin constructed from western red cedar is nestled among trees, featuring a spacious deck with two red chairs. Nearby, a wood-fired cedar hot tub sits on a platform, surrounded by a natural setting marked by fallen leaves and foliage.
Cabin in Appleton
4.93 out of 5 average rating, 316 reviews

Smitten - you will be - Hear Silence.

JustinRating, 5 stars3 weeks ago
such a peaceful, charming place. total privacy and very clean, would definitely stay again
Guest favorite
The cabin is nestled among trees, with warm lighting glowing from its windows. A fire pit is visible in the foreground, surrounded by seating, while large rocks are strategically placed around the outdoor area.
Cabin in Denmark
4.95 out of 5 average rating, 187 reviews

Maine Lakes-Pleasant Mt-Private Trails

DanRating, 5 stars1 month ago
Lovely cabin in a beautiful location. Check in was easy and Jeff is a very responsive host. Highly recommend this spot.
Top guest favorite
Two yellow kayaks rest alongside a wooden dock, partially submerged in calm water surrounded by lush greenery. The surface of the water reflects nearby trees and lily pads, creating a serene outdoor scene.
Cabin in Whitefield
4.98 out of 5 average rating, 120 reviews

Roxie the Tiny Cabin on 100 acres

BriannaRating, 5 starstoday
We stayed at the Roxie cabin. The cabin itself was wonderful. The cabin was well stocked with anything you may need from playing cards to bug spray. We threw axes then took one of the canoes out and enjoyed the peaceful pond. Pizza making was definitely a highlight of the evening. I’d definitely recommend staying.

Quick stats about vacation rentals with a kayak in Harpswell

  • Total rentals

    30 properties

  • Nightly prices starting at

    ﺩ.ﺇ331 before taxes and fees

  • Total number of reviews

    1.5K reviews

  • Family-friendly rentals

    30 properties are a good fit for families

  • Pet-friendly rentals

    20 properties allow pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

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